pyrrolizidine

{{chembox

| Verifiedfields = changed

| verifiedrevid = 464377873

| ImageFile= Pyrrolizidine.svg

| ImageSize=150px

| PIN=Hexahydro-1H-pyrrolizine

| OtherNames=Hexahydropyrrolizine
1-Azabicyclo[3.3.0]octane

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 12039

| InChI = 1/C7H13N/c1-3-7-4-2-6-8(7)5-1/h7H,1-6H2

| InChIKey = ADRDEXBBJTUCND-UHFFFAOYAT

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C7H13N/c1-3-7-4-2-6-8(7)5-1/h7H,1-6H2

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = ADRDEXBBJTUCND-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo=643-20-9

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = U81KWZ2JKN

| PubChem=12558

| SMILES = N12CCCC1CCC2

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|Section2={{Chembox Properties

| C = 7 | H = 13 | N = 1

| Appearance=

| Density=

| MeltingPt=

| BoilingPt=

| Solubility=

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|Section3={{Chembox Hazards

| MainHazards=

| FlashPt=

| AutoignitionPt =

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Pyrrolizidine is a heterocyclic organic compound. Formally, it is a saturated derivative of pyrrolizine.

Pyrrolizidine forms the central chemical structure of a variety of alkaloids known collectively as pyrrolizidine alkaloids.[http://www.genome.jp/kegg-bin/get_htext?htext=br08003.keg&filedir=%2ffiles&extend=A1&open=B10#B10 Pyrrolizidine alkaloids] at KEGG {{Webarchive|url=https://web.archive.org/web/20160303182232/http://www.genome.jp/kegg-bin/get_htext?htext=br08003.keg&filedir=%2Ffiles&extend=A1&open=B10#B10 |date=2016-03-03 }} It is one of five classes of iminosugars. These are often synthesized from a carbohydrate.{{Cite journal|last=Lauritsen|first=Anne|last2=Madsen|first2=Robert|date=2006-07-19|title=Synthesis of naturally occurring iminosugars from D-fructose by the use of a zinc-mediated fragmentation reaction|journal=Organic & Biomolecular Chemistry|language=en|volume=4|issue=15|pages=2898–2905|doi=10.1039/B605818C|pmid=16855738|issn=1477-0539}}